JPH0780983B2 - 固体状の微細なポリアミンの懸濁液およびその製造方法 - Google Patents

固体状の微細なポリアミンの懸濁液およびその製造方法

Info

Publication number: JPH0780983B2
Authority: JP; Japan
Prior art keywords: molecular weight; polyamines; polyamine; reaction; isocyanate
Prior art date: 1984-08-08
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired - Lifetime

Application number

JP60172561A

Other languages

English (en)

Japanese (ja)

Other versions

JPS6155109A (ja

Inventor

ゲルハルト・グレーグラー

リハルト・コツプ

ハインリツヒ・ヘス

ヴエルナー・ラスホーフアー

Original Assignee

バイエル・アクチエンゲゼルシヤフト

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1984-08-08

Filing date

1985-08-07

Publication date

1995-08-30

1985-08-07 Application filed by バイエル・アクチエンゲゼルシヤフト filed Critical バイエル・アクチエンゲゼルシヤフト

1986-03-19 Publication of JPS6155109A publication Critical patent/JPS6155109A/ja

1995-08-30 Publication of JPH0780983B2 publication Critical patent/JPH0780983B2/ja

2010-08-30 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

229920000768 polyamine Polymers 0.000 title claims abstract description 132
239000000725 suspension Substances 0.000 title claims abstract description 46
239000007787 solid Substances 0.000 title claims abstract description 34
238000004519 manufacturing process Methods 0.000 title claims abstract description 18
239000005056 polyisocyanate Substances 0.000 claims abstract description 63
229920001228 polyisocyanate Polymers 0.000 claims abstract description 63
238000000034 method Methods 0.000 claims abstract description 44
238000002844 melting Methods 0.000 claims abstract description 22
230000008018 melting Effects 0.000 claims abstract description 22
239000007788 liquid Substances 0.000 claims abstract description 21
239000004014 plasticizer Substances 0.000 claims abstract description 17
230000008569 process Effects 0.000 claims abstract description 17
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 8
125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims abstract description 8
150000001875 compounds Chemical class 0.000 claims description 63
229920005862 polyol Polymers 0.000 claims description 51
150000003077 polyols Chemical class 0.000 claims description 50
150000004984 aromatic diamines Chemical class 0.000 claims description 16
229920002396 Polyurea Polymers 0.000 claims description 12
239000002245 particle Substances 0.000 claims description 11
239000002798 polar solvent Substances 0.000 claims description 10
239000012454 non-polar solvent Substances 0.000 claims description 3
AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 claims description 3
125000004122 cyclic group Chemical group 0.000 claims description 2
238000006243 chemical reaction Methods 0.000 abstract description 62
239000012948 isocyanate Substances 0.000 abstract description 58
150000002513 isocyanates Chemical class 0.000 abstract description 57
239000000203 mixture Substances 0.000 abstract description 43
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 30
230000009257 reactivity Effects 0.000 abstract description 21
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 11
GQWWGRUJOCIUKI-UHFFFAOYSA-N 2-[3-(2-methyl-1-oxopyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine Chemical compound O=C1N(C)C(CCCN=C(N)N)=CN2C=CC=C21 GQWWGRUJOCIUKI-UHFFFAOYSA-N 0.000 abstract 2
150000002894 organic compounds Chemical class 0.000 abstract 1
239000004814 polyurethane Substances 0.000 description 41
-1 aromatic isocyanates Chemical class 0.000 description 38
229920002635 polyurethane Polymers 0.000 description 31
150000004985 diamines Chemical class 0.000 description 23
229920000570 polyether Polymers 0.000 description 17
150000001412 amines Chemical class 0.000 description 16
125000003118 aryl group Chemical group 0.000 description 16
239000003054 catalyst Substances 0.000 description 16
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
125000003277 amino group Chemical group 0.000 description 14
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238000010438 heat treatment Methods 0.000 description 13
125000004435 hydrogen atom Chemical group [H]* 0.000 description 13
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 13
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NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 9
229910052757 nitrogen Inorganic materials 0.000 description 9
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239000005058 Isophorone diisocyanate Substances 0.000 description 8
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229910052783 alkali metal Inorganic materials 0.000 description 4
239000002775 capsule Substances 0.000 description 4
150000001735 carboxylic acids Chemical class 0.000 description 4
235000014113 dietary fatty acids Nutrition 0.000 description 4
239000000194 fatty acid Substances 0.000 description 4
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150000004665 fatty acids Chemical class 0.000 description 4
150000002334 glycols Chemical class 0.000 description 4
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
KQSABULTKYLFEV-UHFFFAOYSA-N naphthalene-1,5-diamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1N KQSABULTKYLFEV-UHFFFAOYSA-N 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 4
239000012429 reaction media Substances 0.000 description 4
230000035939 shock Effects 0.000 description 4
150000003512 tertiary amines Chemical class 0.000 description 4
JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 4
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239000004971 Cross linker Substances 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
239000005977 Ethylene Substances 0.000 description 3
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical group CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
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ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
125000002723 alicyclic group Chemical group 0.000 description 3
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230000008901 benefit Effects 0.000 description 3
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239000004359 castor oil Substances 0.000 description 3
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XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 3
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150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
229920000620 organic polymer Polymers 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 1
VPRFQZSTJXHBHL-UHFFFAOYSA-N phenanthrene-9,10-diamine Chemical compound C1=CC=C2C(N)=C(N)C3=CC=CC=C3C2=C1 VPRFQZSTJXHBHL-UHFFFAOYSA-N 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
230000003711 photoprotective effect Effects 0.000 description 1
JRRBJSPQEVZLPI-UHFFFAOYSA-N piperazin-1-ium;hydroxide Chemical compound O.C1CNCCN1 JRRBJSPQEVZLPI-UHFFFAOYSA-N 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920001748 polybutylene Polymers 0.000 description 1
229920001610 polycaprolactone Polymers 0.000 description 1
239000004632 polycaprolactone Substances 0.000 description 1
238000006068 polycondensation reaction Methods 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920005906 polyester polyol Polymers 0.000 description 1
229920000139 polyethylene terephthalate Polymers 0.000 description 1
239000005020 polyethylene terephthalate Substances 0.000 description 1
239000001205 polyphosphate Substances 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
229920003225 polyurethane elastomer Polymers 0.000 description 1
239000011496 polyurethane foam Substances 0.000 description 1
229920005749 polyurethane resin Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
238000012545 processing Methods 0.000 description 1
238000003672 processing method Methods 0.000 description 1
ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
239000000376 reactant Substances 0.000 description 1
238000006268 reductive amination reaction Methods 0.000 description 1
239000012779 reinforcing material Substances 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
229960003656 ricinoleic acid Drugs 0.000 description 1
FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
238000004062 sedimentation Methods 0.000 description 1
150000003349 semicarbazides Chemical class 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
238000010121 slush casting Methods 0.000 description 1
150000003384 small molecules Chemical class 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
235000013875 sodium salts of fatty acid Nutrition 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
230000003335 steric effect Effects 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid group Chemical class S(N)(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
238000010189 synthetic method Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
238000012360 testing method Methods 0.000 description 1
150000005622 tetraalkylammonium hydroxides Chemical class 0.000 description 1
AUHHYELHRWCWEZ-UHFFFAOYSA-N tetrachlorophthalic anhydride Chemical compound ClC1=C(Cl)C(Cl)=C2C(=O)OC(=O)C2=C1Cl AUHHYELHRWCWEZ-UHFFFAOYSA-N 0.000 description 1
UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
238000001029 thermal curing Methods 0.000 description 1
YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
229950006389 thiodiglycol Drugs 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
IUTCEZPPWBHGIX-UHFFFAOYSA-N tin(2+) Chemical class [Sn+2] IUTCEZPPWBHGIX-UHFFFAOYSA-N 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
229960001147 triclofos Drugs 0.000 description 1
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
239000013638 trimer Substances 0.000 description 1
238000005829 trimerization reaction Methods 0.000 description 1
NDFDKKKMPXHSJA-UHFFFAOYSA-N undecane-1,5,11-triamine Chemical compound NCCCCCCC(N)CCCCN NDFDKKKMPXHSJA-UHFFFAOYSA-N 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6603—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6614—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38
- C08G18/6618—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3225 or C08G18/3271 and/or polyamines of C08G18/38 with compounds of group C08G18/3225 or polyamines of C08G18/38
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
- C08G18/3253—Polyamines being in latent form

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyurethanes Or Polyureas (AREA)
Paints Or Removers (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

JP60172561A 1984-08-08 1985-08-07 固体状の微細なポリアミンの懸濁液およびその製造方法 Expired - Lifetime JPH0780983B2 (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE3429149.0		1984-08-08
DE19843429149 DE3429149A1 (de)	1984-08-08	1984-08-08	Verfahren zur herstellung von stabilisierten polyaminen, stabilisierte polyamine retardierter reaktivitaet und ihre verwendung zur polyurethanherstellung

Publications (2)

Publication Number	Publication Date
JPS6155109A JPS6155109A (ja)	1986-03-19
JPH0780983B2 true JPH0780983B2 (ja)	1995-08-30

Family

ID=6242576

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP60172561A Expired - Lifetime JPH0780983B2 (ja)	1984-08-08	1985-08-07	固体状の微細なポリアミンの懸濁液およびその製造方法

Country Status (7)

Country	Link
US (1)	US4663415A (de)
EP (1)	EP0171015B1 (de)
JP (1)	JPH0780983B2 (de)
AT (1)	ATE61607T1 (de)
CA (1)	CA1250677A (de)
DE (2)	DE3429149A1 (de)
ES (1)	ES8604999A1 (de)

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JPH01240577A (ja) *	1988-03-22	1989-09-26	Tanabe Kagaku Kogyo Kk	ポリウレタン成形物用モールドコート塗料
JP2613441B2 (ja) *	1988-07-18	1997-05-28	トヨタ自動車株式会社	発泡ポリウレタンの製法
DE3919697A1 (de) *	1989-06-16	1990-12-20	Bayer Ag	Einkomponenten-reaktivklebstoffe auf polyurethanbasis
DE3940270A1 (de) *	1989-12-06	1991-06-13	Bayer Ag	Verfahren zur herstellung von waermestandfesten polyurethanharnstoff-elastomeren
EP0547379A3 (en) *	1991-12-18	1993-08-11	Hughes Aircraft Company	Microencapsulated polyurea adhesives
US5358997A (en) *	1992-05-07	1994-10-25	Miles Inc.	Reactive aqueous polyurea dispersions prepared by an emulsion polymerization process
DE4314252A1 (de) *	1993-04-30	1994-11-03	Bayer Ag	Olefinisch ungesättigte Isocyanate
EP0757067B1 (de) *	1994-03-28	1999-09-22	Sunstar Giken Kabushiki Kaisha	Wärmehärtende zusammensetzung
FR2753981B1 (fr)	1996-10-02	1998-10-30	Ato Findley Sa	Compositions adhesives a base de polyurethane et d'une suspension de polyamine, procede de preparation et utilisation
US6063464A (en) *	1998-04-23	2000-05-16	Hna Holdings, Inc.	Isosorbide containing polyesters and methods for making same
US5959066A (en) *	1998-04-23	1999-09-28	Hna Holdings, Inc.	Polyesters including isosorbide as a comonomer and methods for making same
US5958581A (en) *	1998-04-23	1999-09-28	Hna Holdings, Inc.	Polyester film and methods for making same
US6126992A (en) *	1998-04-23	2000-10-03	E.I. Dupont De Nemours And Company	Optical articles comprising isosorbide polyesters and method for making same
US6063465A (en) *	1998-04-23	2000-05-16	Hna Holdings, Inc.	Polyester container and method for making same
US6063495A (en) *	1998-04-23	2000-05-16	Hna Holdings, Inc.	Polyester fiber and methods for making same
US6025061A (en) *	1998-04-23	2000-02-15	Hna Holdings, Inc.	Sheets formed from polyesters including isosorbide
US6140422A (en) *	1998-04-23	2000-10-31	E.I. Dupont De Nemours And Company	Polyesters including isosorbide as a comonomer blended with other thermoplastic polymers
NL1013179C2 (nl) *	1999-09-30	2001-04-02	Stahl Int Bv	Werkwijze voor de bereiding van een coating, een gecoat substraat, plakmiddel, film of vel, een aldus verkregen product en bekledingsmengsel ten gebruike bij de werkwijze.
TWI279408B (en) *	2000-01-31	2007-04-21	Vantico Ag	Epoxy resin composition
US7495046B2 (en) *	2001-12-17	2009-02-24	Daikin Industries, Ltd.	Crosslinkable elastomer composition and formed product comprising the same
GB0412196D0 (en) *	2004-06-02	2004-07-07	Hexcel Composites Ltd	Cure accelerators
JP4967390B2 (ja) *	2006-03-15	2012-07-04	横浜ゴム株式会社	硬化性樹脂組成物
EP2236535A1 (de)	2009-03-31	2010-10-06	Sika Technology AG	Unter Wärmeeinwirkung beschleunigt aushärtende, feuchtigkeitsreaktive Polyurethanzusammensetzung
DE102009045488A1 (de) *	2009-10-08	2011-04-14	Henkel Ag & Co. Kgaa	2-Komponenten Klebstoff mit haftungsverbessernden Zusätzen
ES2555137T3 (es) *	2011-03-30	2015-12-29	Basf Se	Dispersión de poliuretano reactiva de manera latente con reticulación que puede activarse
US8841369B2 (en)	2011-03-30	2014-09-23	Basf Se	Latently reactive polyurethane dispersion with activatable crosslinking
EP3170847A1 (de)	2015-11-20	2017-05-24	OMG Borchers GmbH	Eingekapselte beschleuniger für beschichtungen
EP3351603B1 (de) *	2017-01-24	2020-03-11	Agfa Nv	Verkapselte oligomere blockierte isocyanate
JP7253037B2 (ja) *	2018-08-02	2023-04-05	ダウグローバルテクノロジーズエルエルシー	ポリウレタン発泡体のアルデヒド排出量を減少させるための方法
CN116284641A (zh) *	2023-03-06	2023-06-23	苏州湘园新材料股份有限公司	一种聚氨酯弹性体材料用芳香族二元伯胺颗粒的表面化学改性方法及其应用

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US3384680A (en) *	1963-04-08	1968-05-21	Boeing Co	Curing epoxide resins with encapsulated shielded catalysts
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US3396116A (en) *	1965-09-07	1968-08-06	Amp Inc	Encapsulation technique
US3607776A (en) *	1968-06-11	1971-09-21	Pennwalt Corp	Manufacture of ingestible capsules
DE2003706C3 (de) *	1970-01-28	1980-06-12	Bayer Ag, 5090 Leverkusen	Verfahren zur Herstellung von Polyurethan-Harnstoffelastomeren
US3920617A (en) *	1970-08-03	1975-11-18	Furane Plastics	Sulfur-containing polyamine curing agents for polyurethanes and method for making and using the same
US3791980A (en) *	1970-08-03	1974-02-12	Phillips Petroleum Co	Process for establishing reactive contact between reactive ingredients
DE2040650A1 (de) *	1970-08-17	1972-09-21	Bayer Ag	Neue aromatische Diamine,ein Verfahren zu ihrer Herstellung und ihre Verwendung zur Herstellung von Polyurethanen
US3891606A (en) *	1973-07-12	1975-06-24	Du Pont	Curing with complexes of selected diamines and alkali metal salts
US3926919A (en) *	1973-07-23	1975-12-16	Goodyear Tire & Rubber	Polyurethanes chain-extended with 2,2{40 -diaminodiphenyldisulfide
US4076774A (en) *	1976-02-27	1978-02-28	General Motors Corporation	Dual-walled microcapsules and a method of forming same
DE2655048A1 (de) *	1976-12-04	1978-06-08	Bayer Ag	Mikroverkapselung mit modifizierten aliphatischen polyisocyanaten
DE2731815A1 (de) *	1977-07-14	1979-02-01	Basf Ag	Polyurethan-harnstoff-elastomere
DE3012864A1 (de) *	1980-04-02	1981-10-08	Bayer Ag, 5090 Leverkusen	Verfahren zur herstellung von polyurethanelastomeren
DE3224454A1 (de) *	1982-06-30	1984-01-05	Bayer Ag, 5090 Leverkusen	Mikrokapseln mit wasserunloeslichen substanzen als kernmaterial und kapselwaenden aus umsetzungsprodukten von wasserunloeslichen polyaminen mit wasserloeslichen polyisocyanatumsetzungsprodukten, ein verfahren zu ihrer herstellung sowie ihre verwendung bei reaktionsdurchschreibepapieren, als zusaetze bei der herstellung von formkoerpern, als kapsel, die loesungsmittel oder dispergierte feststoffe enthaelt
US4517141A (en) *	1982-06-30	1985-05-14	Bayer Aktiengesellschaft	Production of microcapsules having walls of polyaddition products of water-insoluble polyamines with water-soluble polyisocyanate adducts
US4495081A (en) *	1982-07-13	1985-01-22	The Dow Chemical Company	Compositions containing polyether polyols and aliphatic primary amines
DE3228723A1 (de) *	1982-07-31	1984-02-02	Basf Farben + Fasern Ag, 2000 Hamburg	Lagerstabile, hitzehaertbare stoffmischungen aus polyisocyanat und mit isocyanatgruppen reaktionsfaehigen verbindungen, verfahren zu deren herstellung und verwendung

1984
- 1984-08-08 DE DE19843429149 patent/DE3429149A1/de not_active Withdrawn
1985
- 1985-07-18 CA CA000487083A patent/CA1250677A/en not_active Expired
- 1985-07-29 DE DE8585109528T patent/DE3582094D1/de not_active Expired - Lifetime
- 1985-07-29 AT AT85109528T patent/ATE61607T1/de not_active IP Right Cessation
- 1985-07-29 US US06/759,818 patent/US4663415A/en not_active Expired - Fee Related
- 1985-07-29 EP EP85109528A patent/EP0171015B1/de not_active Expired - Lifetime
- 1985-08-07 JP JP60172561A patent/JPH0780983B2/ja not_active Expired - Lifetime
- 1985-08-08 ES ES546004A patent/ES8604999A1/es not_active Expired

Also Published As

Publication number	Publication date
CA1250677A (en)	1989-02-28
EP0171015A2 (de)	1986-02-12
EP0171015B1 (de)	1991-03-13
ES546004A0 (es)	1986-02-16
EP0171015A3 (en)	1987-10-28
ATE61607T1 (de)	1991-03-15
DE3582094D1 (de)	1991-04-18
ES8604999A1 (es)	1986-02-16
DE3429149A1 (de)	1986-02-20
US4663415A (en)	1987-05-05
JPS6155109A (ja)	1986-03-19

Publication	Publication Date	Title
JPH0780983B2 (ja)	1995-08-30	固体状の微細なポリアミンの懸濁液およびその製造方法
US4595445A (en)	1986-06-17	Adhesive joining of surfaces using thermosetting polyurethane urea reactive adhesive compositions
US4483974A (en)	1984-11-20	Process for the production of stabilized polyisocyanates, the polyisocyanates so-stabilized and their use in the production of polyurethanes
US4546165A (en)	1985-10-08	Process for the production of stabilized polyisocyanates of retarded reactivity and their use in the production of polyurethanes
CA1191995A (en)	1985-08-13	Heterogeneous systems of polyol/diphenyl methane uret dione diisocyanates and a process for their production
US4701475A (en)	1987-10-20	Polyurethanes reinforced with rigid rod micro fillers
US4667008A (en)	1987-05-19	Process for the production of solid polyisocyanates of retarded reactivity, polymer-coated, finely divided polyisocyanates and their use
US4894429A (en)	1990-01-16	Process for the preparation of polyurethanes containing uretdione rings
US5077339A (en)	1991-12-31	Heat-curing reactive powders based on polyurethanes
US4619985A (en)	1986-10-28	Process for the production of deactivated suspensions of finely-divided polyisocyanates in relatively high molecular weight compounds, deactivated suspensions and use thereof for the production of polyurethanes
CA1271613A (en)	1990-07-17	Process for the production of matte, non-blocking, thin-walled molded articles from linear thermoplastic polyurethane elastomers containing polyadducts and their use
US5091497A (en)	1992-02-25	Heat-curing polyether-polyester-polyurethane ureas
CA1257445A (en)	1989-07-11	Cold setting compositions, a process for the production thereof and the use thereof for polyurethane production
US4847321A (en)	1989-07-11	Process for the production of thermosetting one-component polyurethane-polyurea systems
CA1331249C (en)	1994-08-02	Process for the production of a thixotropic agent, especially for storable reactive polyurethane systems
HU205960B (en)	1992-07-28	Process for producing finegrain polyisocyanates coated with polymere
CA2046456A1 (en)	1992-01-28	One-component polyurethane or polyurea compositions
Schmeizer	1988	Polyurethanes for “two-dimensional” applications